5 Ways To Road Trip In Style

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NOTE: We know that most of us are living with travel restrictions right now, thanks to that pesky COVID situation. However: If you happen to be one of the lucky few who can travel safely…or if you are just looking for five seriously comfy (yet cool) outfits that are fairly hard to rumple…this post is for you. We can’t promise that these outfits will allow a spontaneous six-hour nap in the car…but we can promise some seriously comfy leggings and a perfect cashmere sweater.

5 Road Trip Outfit Ideas For Looking Cute & Being Comfy

I tried not to stick to the usual car ride suspects of leggings + a comfy hoodie here, but feel free to sub in one (or both) in any of the outfits I’ve created below. (But you miiiight not want to…this insanely cute & cozy looking jumpsuit pretty much gives leggings a run for their money.)

Road Trip Outfit 1: Boho Traveler

First of all…these moto pants. Wow. I love the utility style & zipper accents. I’m getting major earthy vibes from this outfit — from the natural hues and the graphic tee, right down to the woodgrain print of the water bottle. Layering a sweater over something lighter (like a short sleeve tee) is perfect for getting juuust the right amount of comfortable in your car.

Prepping for a long car ride is a lot more fun when we look cute & feel comfy. From leggings to jumpsuits & moto pants, 5 stylish road trip outfits.

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Road Trip Outfit 2: Secretly A Onesie

OK, onesies (or jumpsuits, in this case) don’t have to be a secret when they’re this wearable and cute. I LOVE this black off-the-shoulder one because it can transform into pretty much any style — it’s casual and lounge-worthy yet can be styled up with a pair of heels (or boots) upon arrival. Top it off with some accessories, a fancier coat and BAM: Car ride loungewear becomes date night outfit. Magic.

Prepping for a long car ride is a lot more fun when we look cute & feel comfy. From leggings to jumpsuits & moto pants, 5 stylish road trip outfits.

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Road Trip Outfit 3: Colorblock It

I’m obsessed with the textures & colors of this outfit. They all come together in the prettiest (and comfiest) winter-hued look. Throwing a silk cami* under your cashmere sweater adds the most perfect bit of hidden comfort (and serves as a lighter option if the heat in the car starts to make you… sweat). These lounge-worthy corduroy trousers would be so perfect for a long car ride, too.

*We swear by washing our silk camis. Cold, delicate cycle, lay flat to dry. The silk will be less shiny, but we’re 100% ok with that.

Prepping for a long car ride is a lot more fun when we look cute & feel comfy. From leggings to jumpsuits & moto pants, 5 stylish road trip outfits.

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Road Trip Outfit 4: Loungewear But Better

Cute loungewear travel outfits will always win over jeans in my book. (No shame on those who prefer the latter. Actually, kudos to you guys. Really.) Anyway, these genius leggings are supposedly a combination of sweats and leggings. I’m loving the long pocket and ankle details. The “dark grey” color shown has a little bit of a purple undertone that goes SO well with this deep plum turtleneck sweater. Love the purple tones mixed with creams & ivories. A pretty & unique (yet wintry) color palette. Love.

Prepping for a long car ride is a lot more fun when we look cute & feel comfy. From leggings to jumpsuits & moto pants, 5 stylish road trip outfits.

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Road Trip Outfit 5: Minimalistic In The Best Way

There’s something to say about pairing camel with black. It just works…like every single time. I love it here with some light wash jeans (Shana loves this style by Topshop) and a good pair of Chelsea boots that are easy to kick off in the car for those longer rides.

Prepping for a long car ride is a lot more fun when we look cute & feel comfy. From leggings to jumpsuits & moto pants, 5 stylish road trip outfits.

shop the look


These outfits will not be the kind that you run to rip off after a day in the car. Promise. Safe (and comfy) travels!

Check out our Nordstrom Looks page for some really good outfit inspo.

Xo, Abby

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Hey Pinners…

Prepping for a long car ride is a lot more fun when we look cute & feel comfy. From leggings to jumpsuits & moto pants, 5 stylish road trip outfits.

8 COMMENTS

  1. The jumpsuit outfit is adorable–but I might save it for porch meet-ups or home lounging. Trying to navigate a Covid-19 rest stop in freezing temps/public restroom with jacket removal and jumpsuit complications could give me hives!

  2. May I ask a serious question: I have been living abroad and watching COVID cases from afar. I find it hard even in jest to support articles for “road tripping” when I thought that was specifically recommended against by many states along with group gatherings. It makes me so sad and frustrated to feel the dynamic does not take the situation seriously and this feels somewhat tone deaf. Am I overreacting or missing something?

    • This article wasn’t written in jest. We just know that – depending on where you live – COVID restrictions are all over the map. And even if many of us can’t (or won’t) travel for Thanksgiving, that doesn’t necessarily mean things won’t change in December.

  3. I’m in Florida and have been careful about the Covid. I’m horrified at the packed restaurants and busy stores, but a road trip is one thing I can do safely, and there aren’t any restrictions on it in the states around me. We have packed a cooler and trunk full of groceries and made the drive to stay in a cabin and hike through beautiful parks all without getting near other people.

  4. For Tanya’s question, which is legit & worth asking – We’re road tripping next week to a secluded beach side AirBnb. We aren’t stopping on the way, and we aren’t leaving except to walk half a block to the beach. With a van load of groceries & travel supplies (like potty johns), I feel super confident we will wisely & safely travel without doing harm to ourselves or anyone else.

    My travel outfit is somewhere between #1 and #4 🙂

  5. So many great suggestions here! I love that jumpsuit, but like Sara said above, I might wait until I’m not using rest stop bathrooms while wearing it! Haha! I love the blue and gold outfit and the camel sweater though, too. So many good options! Thanks!

  6. Hi Shana, thank you for taking the time to respond and appreciate that everyone is discussing respectfully. I do recognize the article is not in jest, I am simply finding even a lighthearted tone difficult. I do hope things change as well but feel the current CDC and other national guidelines now seem pretty explicit against any travel and gathering.
    I know this year as been difficult for everyone and all are tired of missing events and family, including myself as I’m going >1 year from being able to come back to the US and see my own family due to COVID restrictions. And I work in a similar line as Mike and appreciate that you do use your platform for broader messaging than “just” fashion, so felt this hit a wrong tone for the moment.

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